HCID 14423853, compound → 6,7-Difluoro-1-(2-fluoroethyl)-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid

HRID 2247920Notes

Reaction equation

HRID 2247920 reaction equation
C([O:3][C:4]([C:6]1[C:15](=[O:16])[C:14]2[C:9](=[CH:10][C:11]([F:18])=[C:12]([F:17])[CH:13]=2)[N:8]([CH2:19][CH2:20][F:21])[CH:7]=1)=[O:5])C>Cl>[F:17][C:12]1[CH:13]=[C:14]2[C:9](=[CH:10][C:11]=1[F:18])[N:8]([CH2:19][CH2:20][F:21])[CH:7]=[C:6]([C:4]([OH:5])=[O:3])[C:15]2=[O:16]

Participants

3

Reactant 1

HCID 14423853HCID 14423853, compound

Product 1

HCID 144238546,7-Difluoro-1-(2-fluoroethyl)-1,4-dihydro-4-oxo-3-quinolinecarboxylic acidYield 86%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

6,7-Difluoro-1-(2-fluoroethyl)-1,4-dihydro-4-oxo-quinoline-3-carboxylic acid ethyl ester (7.74 g, 25.9 mmol) was mixed with aqueous 1N hydrochloric acid solution (300 ml), and heated to reflux for 2 hours. The reaction mixture was cooled, filtered, and the precipitate was washed with water and dried under vacuum to provide the title product as a white solid, m.p. 249°-251° (6.07 g, 22.4 mmol, 86% yield).

Workup

  1. temperatureheated
  2. temperatureto reflux for 2 hours
  3. temperatureThe reaction mixture was cooled
  4. filtrationfiltered
  5. washthe precipitate was washed with water
  6. customdried under vacuum

Sources & evidence

ORD record
ord-8f1ed1b3a15f4c7ca1523f45219bdb0d
Source dataset
uspto-grants-1991_08
Patent number
US05037834

Reaction notes

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